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Sunjay Chopra

Career Design Mentor | Former PMM @ DocuSign, Oracle
Career coaching for professionals navigating transitions, uncertainty, and non-linear paths
United States of America Active today Usually responds in half a day

Services

$240 / month

I want to help you gain clarity, build confidence, and move forward with intention.

2 calls per month (60min/call)

Unlimited Q&A via chat

Expect responses in 2 days

Hands-on support

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About

Hi! I'm Sunjay. I help people navigate career transitions that don't fit neatly into one box.

I moved from product marketing at Oracle and DocuSign into design because I wanted to learn how to shape conditions rather than just push outcomes. Design became the medium—a way of treating friction as information, understanding what shapes decisions, and building systems that work with people instead of demanding they work harder.

I work with people at crossroads: marketers curious about design, designers wanting to think more strategically, or anyone building a career path that doesn't follow the standard playbook.

What makes my approach different: Most career advice treats you like a productivity problem to optimize. I treat career transitions as a design problem, one that has to work with your actual nervous system, not against it. We focus on designing conditions and small experiments that match your real capacity, instead of forcing willpower through a fantasy version of yourself.

What we'll work on together:

- Translating your existing skills into a new domain (e.g., PMM → UX, strategy → craft)
- Designing a job search or portfolio approach that doesn't burn you out
- Building career narratives that make sense of non-linear paths
- Creating systems for execution that honor your actual pace and state

What people walk away with: Clarity on next steps, a plan that feels honest instead of aspirational, and tools to design your own path forward when you hit the next crossroad.

I know what it's like to build something new from pieces that don't seem to connect yet. If you're stuck, curious, or ready for the next step, I'm here to help you design a path that feels true to you.